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About Jay

Jay Strear

I’ve spent my career working alongside leaders who care deeply about what they are responsible for—and feel the weight that comes with it.


I partner with senior leaders, boards, and leadership teams as they navigate growth, complexity, transition, and moments where clarity matters more than certainty. My work lives at the intersection of leadership, purpose, and execution.


I don’t come to this work as an outside observer.

I come to it having carried responsibility myself.

Leadership, Over Time

> Foundations

Early leadership in mission-driven and educational organizations.

Learning how values, governance, and execution intersect inside real institutions.


Understanding that purpose, without structure, rarely sustains itself.


> Executive Responsibility

Senior executive roles with responsibility for people, strategy, and outcomes.

Leading organizations through growth, complexity, and moments of crisis.


Learning what steadiness looks like when others are looking to you for direction.


> Boards & Governance

Deep partnership with boards, founders, and leadership teams.

Supporting alignment, shared responsibility, and long-term stewardship.


Helping leaders navigate the space between oversight and ownership.


> Facilitation & Operating Discipline

Years of facilitation work with leadership teams seeking clarity and traction.

Applying best-practices as tools—not prescriptions.


Using structure to support conversation, decision-making, and follow-through.


> Today

Partnering with leaders and organizations at inflection points.

Bringing presence, perspective, and structure to moments that matter.


The work continues to evolve, and is grounded in experience; shaped by the people in the room.

How I Show Up

I bring presence and structure into rooms where the work is not theoretical.


I listen carefully.
I ask direct questions.
I help surface what’s been left unsaid.


I use proven entrepreneurial best-practices, including EOS, to support clarity and alignment—always adapting them in service of the people, the mission, and the moment.

My role is to help leaders think clearly together and move forward with intention.

What Guides My Work

Strong leadership is both principled and practical.


Clarity comes from doing what matters—deliberately.

And organizations reflect the inner lives of the people leading them.

Let’s begin →

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